TW200745152A - Selective O-acylation of nucleosides - Google Patents
Selective O-acylation of nucleosidesInfo
- Publication number
- TW200745152A TW200745152A TW095134685A TW95134685A TW200745152A TW 200745152 A TW200745152 A TW 200745152A TW 095134685 A TW095134685 A TW 095134685A TW 95134685 A TW95134685 A TW 95134685A TW 200745152 A TW200745152 A TW 200745152A
- Authority
- TW
- Taiwan
- Prior art keywords
- acylation
- selective
- nucleosides
- heterogenous
- dmap
- Prior art date
Links
- 230000006179 O-acylation Effects 0.000 title abstract 2
- 239000002777 nucleoside Substances 0.000 title abstract 2
- 125000003835 nucleoside group Chemical group 0.000 title 1
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 abstract 2
- 229960000549 4-dimethylaminophenol Drugs 0.000 abstract 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000003833 nucleoside derivatives Chemical class 0.000 abstract 1
- 239000011877 solvent mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/067—Pyrimidine radicals with ribosyl as the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/09—Pyrimidine radicals with arabinosyl as the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/073—Pyrimidine radicals with 2-deoxyribosyl as the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/12—Triazine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
- C07H19/167—Purine radicals with ribosyl as the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
- C07H19/173—Purine radicals with 2-deoxyribosyl as the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
- C07H19/19—Purine radicals with arabinosyl as the saccharide radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention relates to a one-step process for the selective O-acylation of the hydroxy groups of a nucleoside under basic conditions utilizing DMAP and a carboxylic acid anhydride in aqueous heterogenous solvent mixture.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US71977605P | 2005-09-22 | 2005-09-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW200745152A true TW200745152A (en) | 2007-12-16 |
Family
ID=37906531
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW095134685A TW200745152A (en) | 2005-09-22 | 2006-09-19 | Selective O-acylation of nucleosides |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7439344B2 (en) |
| EP (1) | EP1931692B1 (en) |
| JP (1) | JP4885963B2 (en) |
| KR (1) | KR20080036655A (en) |
| CN (1) | CN101268092B (en) |
| AT (1) | ATE415408T1 (en) |
| AU (1) | AU2006298891A1 (en) |
| BR (1) | BRPI0616385A2 (en) |
| CA (1) | CA2622191A1 (en) |
| DE (1) | DE602006003913D1 (en) |
| ES (1) | ES2317583T3 (en) |
| IL (1) | IL189852A0 (en) |
| TW (1) | TW200745152A (en) |
| WO (1) | WO2007039413A2 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2812962C (en) | 2010-09-22 | 2020-03-31 | Alios Biopharma, Inc. | Azido nucleosides and nucleotide analogs |
| EP3013340B9 (en) | 2013-06-26 | 2023-10-04 | Janssen Pharmaceuticals, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| JP7381190B2 (en) | 2014-12-26 | 2023-11-15 | エモリー・ユニバーシテイ | N4-hydroxycytidine and derivatives and related antiviral uses |
| KR102626210B1 (en) | 2017-12-07 | 2024-01-18 | 에모리 유니버시티 | N4-hydroxycytidine and derivatives and anti-viral uses related thereto |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5093318A (en) * | 1983-11-01 | 1992-03-03 | Scripps Clinic And Research Foundation | Immunostimulating guanosine derivatives and their pharmaceutical compositions |
| US20030162957A1 (en) * | 2002-02-26 | 2003-08-28 | Wu Charles C. | Protected deoxyadenosines and deoxyguanosines |
| US20040014957A1 (en) * | 2002-05-24 | 2004-01-22 | Anne Eldrup | Oligonucleotides having modified nucleoside units |
| TWI332507B (en) * | 2002-11-19 | 2010-11-01 | Hoffmann La Roche | Antiviral nucleoside derivatives |
| JP2006514038A (en) * | 2002-12-23 | 2006-04-27 | イデニクス(ケイマン)リミテツド | Method for producing 3'-nucleoside prodrug |
| EP1794172B1 (en) * | 2004-08-23 | 2009-07-15 | F.Hoffmann-La Roche Ag | Antiviral 4'-azido-nucleosides |
-
2006
- 2006-09-12 CN CN2006800345960A patent/CN101268092B/en not_active Expired - Fee Related
- 2006-09-12 ES ES06793434T patent/ES2317583T3/en active Active
- 2006-09-12 EP EP06793434A patent/EP1931692B1/en not_active Not-in-force
- 2006-09-12 KR KR1020087006731A patent/KR20080036655A/en not_active Ceased
- 2006-09-12 DE DE602006003913T patent/DE602006003913D1/en active Active
- 2006-09-12 CA CA002622191A patent/CA2622191A1/en not_active Abandoned
- 2006-09-12 JP JP2008531670A patent/JP4885963B2/en not_active Expired - Fee Related
- 2006-09-12 WO PCT/EP2006/066257 patent/WO2007039413A2/en not_active Ceased
- 2006-09-12 AT AT06793434T patent/ATE415408T1/en not_active IP Right Cessation
- 2006-09-12 AU AU2006298891A patent/AU2006298891A1/en not_active Abandoned
- 2006-09-12 BR BRPI0616385-8A patent/BRPI0616385A2/en not_active Application Discontinuation
- 2006-09-19 TW TW095134685A patent/TW200745152A/en unknown
- 2006-09-22 US US11/525,889 patent/US7439344B2/en not_active Expired - Fee Related
-
2008
- 2008-02-28 IL IL189852A patent/IL189852A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1931692A2 (en) | 2008-06-18 |
| DE602006003913D1 (en) | 2009-01-08 |
| ES2317583T3 (en) | 2009-04-16 |
| US7439344B2 (en) | 2008-10-21 |
| CN101268092A (en) | 2008-09-17 |
| ATE415408T1 (en) | 2008-12-15 |
| AU2006298891A1 (en) | 2007-04-12 |
| US20070066815A1 (en) | 2007-03-22 |
| JP2009508906A (en) | 2009-03-05 |
| WO2007039413A3 (en) | 2007-09-13 |
| IL189852A0 (en) | 2008-11-03 |
| KR20080036655A (en) | 2008-04-28 |
| CN101268092B (en) | 2012-07-04 |
| BRPI0616385A2 (en) | 2011-06-21 |
| JP4885963B2 (en) | 2012-02-29 |
| EP1931692B1 (en) | 2008-11-26 |
| CA2622191A1 (en) | 2008-03-11 |
| WO2007039413A2 (en) | 2007-04-12 |
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